Ds12 has been wearing same kind of clothes since he was five. Blue or grey college tracking suit bottoms and a jacket. He seems to be ashamed of his clothes because he chose to wear school uniform to own clothes day. I keep telling him that he needs new clothes and trying to ask what his friends does wear. No help. He just insist that his clothes are fine even though not wearing them to school. We are going to shopping on Wednesday and I would be interested to know what kind of clothes are cool.